Brittany, Yash, Joe
1) Use Grignard Reaction to make tertiary alcohol using oxolane and a simple ester. Make sure the R and R' contain enough alkyl groups to give the desired length molecule.
2) Wash the tertiary alcohol with hydrogen iodide so that we get the tertiary alkylhalide via Sn1 reaction.
3) Then combine the tertiary alkylhalide with a little diethylether and submerge in ice bath and slowly inject the LDA; let the mixture stand for 24 hours till you receive the alkene with a carbon carbon double bond on a tertiary carbon as a major product. This is so that the final reaction is kinetic driven and not thermodynamic driven. LDA was slowly injected to prevent rearrangement of the double bond to the secondary carbon, so that we get the desired alkene, 2-4dimethylpent-3-ene. This one looks good. Nice use of the chemistry that we have learned. Bruce Bondurant
1) Use Grignard Reaction to make tertiary alcohol using oxolane and a simple ester. Make sure the R and R' contain enough alkyl groups to give the desired length molecule.
2) Wash the tertiary alcohol with hydrogen iodide so that we get the tertiary alkylhalide via Sn1 reaction.
3) Then combine the tertiary alkylhalide with a little diethylether and submerge in ice bath and slowly inject the LDA; let the mixture stand for 24 hours till you receive the alkene with a carbon carbon double bond on a tertiary carbon as a major product. This is so that the final reaction is kinetic driven and not thermodynamic driven. LDA was slowly injected to prevent rearrangement of the double bond to the secondary carbon, so that we get the desired alkene, 2-4dimethylpent-3-ene.
This one looks good. Nice use of the chemistry that we have learned.
Bruce Bondurant